C–H bond halogenation catalyzed or mediated by copper: an overview

• Wenyan Hao and
• Yunyun Liu

Beilstein J. Org. Chem. 2015, 11, 2132–2144, doi:10.3762/bjoc.11.230

• modified catalytic conditions (Scheme 11). However, it was found that the oxidative bromination of phenols exhibited generally lower para regioselectivity than the corresponding chlorination [49]. Mechanistic studies on these reactions indicated that the halogenation reactions proceeded via a free radical

• copper-catalyst. Later on, Li and co-workers [54] developed an effective method of aerobic oxidative bromination of electron-rich arenes 35 by making use of 1 mol % Cu(NO3)2 as catalyst and 1.1 equiv HBr as additive. Brominated arenes 36 could be acquired with excellent conversions and para-bromination

Nonanebis(peroxoic acid): a stable peracid for oxidative bromination of aminoanthracene-9,10-dione

• Vilas Venunath Patil and
• Ganapati Subray Shankarling

Beilstein J. Org. Chem. 2014, 10, 921–928, doi:10.3762/bjoc.10.90

• Vilas Venunath Patil Ganapati Subray Shankarling Department of Dyestuff Technology, Institute of Chemical Technology, N. P. Marg, Matunga, Mumbai - 400019, India. Tel.: 91-22-33612708, Fax: 91-22-33611020 10.3762/bjoc.10.90 Abstract A new protocol for the oxidative bromination of aminoanthracene

• protocol has a broad scope for the bromination of various substituted and unsubstituted aminoanthracene-9,10-diones. Keywords: aminoanthracene-9,10-dione; benzanthrone; KBr; nonanebis(peroxoic acid); oxidative bromination; Introduction The brominated aminoanthracene-9,10-dione derivatives and

• acid and oxidative bromination of amino-anthracene-9,10-dione have not been reported in literature. This oxidation strategy allowed us to brominate various amino anthraquinone derivatives in good yield and at ambient temperature. Result and Discussion The oxidant, nonanebis(peroxoic acid) was

Visible-light photoredox catalysis enabled bromination of phenols and alkenes

• Yating Zhao,
• Zhe Li,
• Chao Yang,
• Run Lin and
• Wujiong Xia

Beilstein J. Org. Chem. 2014, 10, 622–627, doi:10.3762/bjoc.10.53

• phenols. The typical approaches include direct electrophilic halogenation by using molecular bromine or N-bromosuccinimide (NBS) [6][7][8], organometallic catalyst-promoted bromination [9][10][11][12], and the oxidative bromination of phenols [13][14][15]. Nevertheless, most of the methods suffer from

Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity

• Krzysztof M. Borys,
• Maciej D. Korzyński and
• Zbigniew Ochal

Beilstein J. Org. Chem. 2012, 8, 259–265, doi:10.3762/bjoc.8.27

• ). Reaction of 4-chlorothiophenol (2) with sodium hydroxide and sodium chloroacetate (obtained in situ by neutralization of chloroacetic acid with NaOH solution) afforded 2-(4-chlorophenylthio)acetic acid (3). Oxidative bromination of 3 with sodium hypobromite gave sulfone 1 in moderate (57%) overall yield